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Holiday rentals in Woodland

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Top-rated holiday rentals in Woodland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story home is showcased, featuring a light-colored exterior and a gently sloping front lawn. Steps lead up to a welcoming porch, framed by a mix of colorful shrubs and plants. Ample blue sky and soft clouds provide a bright backdrop.
Home in Presque Isle
4.98 out of 5 average rating, 127 reviews

Bright and relaxing, private and accessible

Whether visiting for business, pleasure, or medical/family reasons, this bright airy space is designed to make winter travel easier. Spacious garage, plowed and shoveled drives, ramp & walkways. Large entry room for all your winter gear. New bathroom, walk-in shower, breakfast counter with USB plugins, hardwired smoke and carbon monoxide monitors. Welcoming for guests with disabilities. WiFi, cable tv. Daybed for 4th guest. Cancel your booking without charge up to 24 hours before check-in.

Guest favourite
Home in New Sweden
4.9 out of 5 average rating, 49 reviews

Large 5 bedroom home on 88 acres

House is located on 88 acres with beautiful views. House has 2 bathrooms. 1 bedroom with king size bed. 2 bedrooms each with a double bed and 2 bedrooms each with a twin bed. There are two living rooms, an office and kitchen. Trails are easily accessible by both ATV and snowmobile. Property is within 5 minutes of both Little Madawaska and Madawaska Lake. Long Lake is within 15 miles. There are 3 man made ponds on the property along with multiple walking trails in which you may see wildlife.

Guest favourite
The cabin's exterior is showcased with a wooden facade and a red metal roof. A spacious porch is visible, adorned with hanging plants. Surrounding greenery reflects the natural setting. A gravel driveway leads to the entrance, providing easy access to the rustic retreat.
Home in Caribou
4.91 out of 5 average rating, 197 reviews

River House Cabin Rentals

Cabin is located on the Aroostook River in Caribou, Maine. ITS 88 can be accessed from this property. Sledding / ATV riding right from the cabin. 4 miles to Caribou and 6 miles to Presque Isle. You’ll love this cabin because of the outdoors and the view of the river. Perfect private getaway. Secluded, yet close to shopping and other venues. Great for couples, outdoors enthusiasts, hunters, fisherman, business travelers, or vacationers. We can even stock the cupboards and fridge for you.

Top guest favourite
A cozy seating area features a gray sofa adorned with two decorative pillows. Natural light filters through sheer white curtains on two windows, illuminating the light wood floor and creating a calm ambiance. A floor lamp stands next to the sofa.
Flat in Caribou
4.94 out of 5 average rating, 183 reviews

The comforts of home away from home.

Located in a quiet neighborhood close to downtown. Private entrance. Spacious bedroom (14 X 11) with large closet and dresser. Open concept living room (14X11) with queen size sofa bed and dining table with 4 chairs. Small kitchen includes small electric stove, refrigerator, microwave, toaster oven, dishes and some cookware and Crockpot. Smart TV and WiFi. Bedding and towels provided. Full bath NO PETS. No smoking or vaping on premise or property.

Top guest favourite
An aerial view showcases Gram's Cabin nestled among lush, green trees. The property is positioned near a winding river, embraced by expansive woodland and distant mountains under a clear sky. The cabin's roof features a modern design, harmonizing with the surrounding natural landscape.
Home in Lorne Parish
4.99 out of 5 average rating, 137 reviews

Gram's Cabin

Gram's Cabin is the perfect place to rest on your hiking trip to Mt. Carleton, or to unwind on a hunting excursion. Secluded yet modern accommodations include a furnished kitchen and Starkink WiFi to stay in touch with the world. The Cabin is accessible by car, via Route 108. With accommodations for 6, and room for more, this is the ideal spot for a retreat. Gram’s cabin is 20 minutes from Plaster Rock, and 40 minutes from Mount Carleton.

Top guest favourite
A serene lake view is presented at sunset, with vibrant orange and pink hues reflecting on the water's surface. A wooden dock extends from the shoreline, while a canoe rests on the grassy bank, framed by trees on either side.
Flat
4.93 out of 5 average rating, 55 reviews

Cozy Cross Lake Studio

Stay on the lake and make this cozy studio apartment a home base for all your Northern Maine adventures! This is a self-contained unit above a detached garage. Room to park two to three vehicles outside and space for several snowmobiles. Kayaks are available to borrow. Cross Lake is on the Fish River chain of lakes providing miles of open water for fishing and water sports. Easy access to ATV and snowmobile trails.

Top guest favourite
A modern kitchen is displayed with white cabinetry and stainless steel appliances. A sleek refrigerator and a microwave are visible, along with a black oven. A marble countertop runs along the kitchen, complemented by square tiles in a gray tone on the backsplash.
Guest suite in Bedell
5 out of 5 average rating, 300 reviews

Stunning Walkout with Panaromic Country Views

Walkout Suite is situated less than 5 minutes from Trans Canada Highway and Hwy 95 to the USA. Suite has a full kitchen, dining area, living room, 1 bedroom, 1 bath. It has it's own separate driveway and private entrance. Self check in. Close to USA border. No smoking or drugs on property please. No pet exceptions sorry. Property is intended for guests listed on the reservation only.

Guest favourite
A comfortable brown sofa is adorned with an assortment of decorative pillows, including floral and patterned designs. A wooden coffee table sits in front, topped with a potted orchid. Natural light filters in through nearby windows, enhancing the cozy atmosphere.
Home in Presque Isle
4.82 out of 5 average rating, 120 reviews

Charming 2 BR 1BA Cape in Perfect Location

Your family will be close to everything when you stay at this centrally-located home. Close to hospital, university, post office, shopping, and dining. The community bike path runs right behind the property. This home is situated in town on a double lot, which provides plenty of outdoor space for gathering, playing, or relaxing while still being close to everything.

Top guest favourite
The cabin is viewed from a stone patio adorned with flower pots. Comfortable seating and a table with an umbrella are arranged outside, complemented by trees that provide a natural backdrop. Warm lights illuminate the cabin’s porch, creating a welcoming ambiance.
Cabin in Mars Hill
4.88 out of 5 average rating, 241 reviews

Pet-Friendly Cabin with Canadian Views & Trails

Our cabin is fixated on the backside of Mars Hill Mountain with Big Rock Ski Resort a couple of miles away. Views of Canada. Suitable for families, friends, hunters, skiers, snowmobilers, and more! Our location is the first place for the sun to rise! 27 acres allows your pets and children to have plenty of room to run and enjoy nature. This is a home away from home!

Top guest favourite
A spacious two-story house is positioned on a well-manicured lawn. The structure is accented by large windows and a welcoming porch, with a section of grass in the foreground. A garage with a double door layout is visible on the right.
Home in Caribou
5 out of 5 average rating, 42 reviews

Connor township quick stay. Hot Tub/Trail access.

Route 1 travelers, ATVers, snowmobliers, anglers, kayakers we have a comfortable place to stay for all your county activities. Trail access is located across the road with the Aroostook wildlife refuge, little Madawaska river and Connor Recreation nearby. Enjoy the hot tub after a day of exploring Northern Maine.

Top guest favourite
Home in Presque Isle
5 out of 5 average rating, 33 reviews

2 bedroom duplex in a beautiful neighborhood

Beautiful 2 bedroom duplex in an equally beautiful neighborhood. Seconds from the hospital, shopping, restaurants, sled trails, ATV trails, and much more. The place is nearly brand new, very clean, and up to date. Laundry, indoor parking in the 1 car garage, 2 queen beds.

Guest favourite
The exterior of the home features a charming two-story structure with a grey façade and red roof accents. A spacious driveway leads to a two-car garage, complemented by a welcoming front porch and surrounding greenery.
Home in Presque Isle
4.92 out of 5 average rating, 83 reviews

Comfortable Home w/ Direct Access to Trail

Welcome to Trail’s End! Located within the city limits of Presque Isle, yet directly on the Aroostook Valley Trail, this 3 bedroom, 1.5 bathroom home is perfect for families, friend groups, snowmobilers, ATVers, outdoor enthusiasts and many more.

Popular amenities for Woodland holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Aroostook County
  5. Woodland